Interpretation of 1D & 2D NMR Spectra
Author
Daniel D Traficante
Emeritus Professor of NMR
Dr. Traficante obtained his Ph.D. in 1962 from MIT in the field of synthetic organic chemistry. For 10 years he was Director of the NMR Lab at MIT, and then held the same position at Yale University. Serving as the Director of Chemical Instrumentation at the National Science Foundation (NSF),he pioneered multi-nuclear instrumentation. He has built probes, reassembled spectrometers, and developed new software programs to enhance the signal-to-noise ratio and the resolution of NMR spectra. He received a Letter of Commendation from the Chemistry Division when he left the NSF to return to teaching.
At NMR Concepts, his current research in the areas of structure determination, instrumentation and data processing provide him with knowledge and expertise that are applicable to a broad audience. His organic chemistry background, plus his expertise in electronics, gives his lectures a special depth and appreciation for the field. Dr. Traficante is known throughout the world as an outstanding educator.
Dr. Traficante obtained his Ph.D. in 1962 from MIT in the field of synthetic organic chemistry. For 10 years he was Director of the NMR Lab at MIT, and then held the same position at Yale University. Serving as the Director of Chemical Instrumentation at the National Science Foundation (NSF),he pioneered multi-nuclear instrumentation. He has built probes, reassembled spectrometers, and developed new software programs to enhance the signal-to-noise ratio and the resolution of NMR spectra. He received a Letter of Commendation from the Chemistry Division when he left the NSF to return to teaching.
At NMR Concepts, his current research in the areas of structure determination, instrumentation and data processing provide him with knowledge and expertise that are applicable to a broad audience. His organic chemistry background, plus his expertise in electronics, gives his lectures a special depth and appreciation for the field. Dr. Traficante is known throughout the world as an outstanding educator.
Although a basic knowledge of chemical shifts and very simple interpretation of 1st-order spectra will be assumed, the general features of proton and carbon spectra will be reviewed with emphasis on the use of chemical shifts and coupling constants for the identification of unknown compounds. This will be followed by the use of proton decoupling procedures, magnetic non-equivalence, relaxation time measurements and NOE.
The second portion of the course will concentrate on the general features and interpretation of 2D homo- and heteronuclear J-delta and chemical shift correlation spectra.
At the end of the course, six final structure problems demonstrate lessons learned throughout the course using both 1D and 2D spectra.
The course corrects many widely held misconceptions that can lead to improper operation.
Course program
02-1: Typical Proton Chemical Shifts02-2: Proton Additivity Constants02-3: Chemical Shifts for Methylene Groups02-4: Additive Shielding Increments for Olefins02-5: Substituent Chemical Shifts in Benzenes02-6: Hydrogen Bonding02-7: Solvent Effects on Chemical Shifts02-8: ASTM Standard Practice for Referencing03-1: Factors03-2: Typical 13C - Chemical Shifts in Organic Compounds03-3: Substituent Effects and Additivity Rules: Alkanes03-4: Substituent Effects and Additivity Rules: Substituted Alkanes03-5: Substituent Effects and Additivity Rules: Alkenes03-6: Substituent Effects and Additivity Rules: Benzenes03-7: Substituent Effects and Additivity Rules: Pyridines03-8: Substituent Effects and Additivity Rules: Cyclohexanes03-9: Proton and 13C Chemical Shifts of Some Unsaturated Cyclic SystemsProblem Solving: Question 1Problem Solving: Answer 1Problem Solving: Question 2Problem Solving: Answer 204-01: Chloroform 1H Line Shape and Hump Test04-02: Energy Level Diagram for a Coupled Two-Spin System04-03: Energy Levels in an AX System04-04: Definition, Signs and Simple Theory of Scalar Coupling04-05: First-Order Rules and Pascal's Triangle04-06: Splitting Triangle When I = 104-07: Coupling with Two or More Different Nuclei04-08: Weak Coupling04-09: Strong Coupling04-10: Deviation From First-Order Rules04-11: 60, 90, and 220 MHZ 1H Spectra of n-butylvinylether in CDCl304-12: Characteristic Proton-Proton Coupling Constants04-13: Selected Values of Vicinal Coupling Constants in Olefinic & Aromatic Systems04-14: Selected Values of Vicinal Coupling Constants across Saturated Bonds04-15: The Effect of Substituents04-16: Selected Examples of Geminal Coupling Constants04-17: Selected Examples of Long-range HH Couplings04-18: Couplings Through Four Saturated Bonds04-19: Crotonaldehyde Spectrum at 300 MHz04-20: Heteronuclear Coupling Constants04-21: 2D Homonuclear J-Resolved Spectra04-22: Methyl Region of the ID Proton Spectrum04-23: 2D Homonuclear J-Resolved Spectrum of Coumarin05-01: One-Bond Proton-Carbon Coupling Constants05-02: Some Characteristic 1JCH Couplings05-03: 2D Heteronuclear J-Resolved Spectra05-04: Attached Proton Test - APT05-05: DEPT05-06: Two- and Three-Bond Proton-Carbon Coupling Constants05-07: Carbon-Carbon Coupling Constants05-08: Carbon-Heteronuclear Coupling Constants05-09: Carbon-Phosphorus Coupling Constants05-10: Structural Features and Carbon-Phosphorus Couplings05-11: Proton-Coupling06-01: Effects of Decoupling Power06-02: Exchanging Nuclei06-03: 60 MHz 1H Spectrum of Ethanol06-04: Effect of Proton Decoupling on the 1H Spectrum of Crontonaldehyde06-05: Decoupled Spectra of an Unsaturated Lactone06-06: Decoupled Spectra of a Pyranoside
Homonuclear Correlations06-07: COSY-90 Spectrum of Glutamic Acid06-08: 11B COSY06-09: COSY Spectrum of 9-Hydroxytricyclodecan-2, 5-dione06-10: COSY for Long Range Coupling06-11: H-Relayed H,H-COSY Spectrum of Glutamic Acid06-12: Relayed Coherence Transfer06-13: Double quantum Filtered COSY06-14: t1 Noise06-15: COSY Artifacts06-16: An Example of lmproper Phase Cycling06-17: About Homework06-18: 2D INADEQUATE06-19: Intentionally Folded INADEQUATE Spectra06-20: Problem Solving09-01: AA 'XX' Spectrum09-02: Analysis of an AA 'XX' System09-03: Magnetic Equivalence Problems09-04: Magnetic Equivalence Answers09-05: Acetylene - 1,2 - 13C2 Proton Spectrum09-06: Non-Equivalent AB Protons09-07: Spectrum of Trimethylcitrate09-08: Virtual Coupling09-09: Example of Structure Determination Using NOE Difference09-10: Example of Structure Determination Using NOE Difference (Cont'd)10-01: Calculated AB Spectra10-02: The 60 MHz 1H Spectrum of Abel's Ketone in CDCl310-03: Crotonaldehyd Spectrum at 60 MHz10-04: Calculated AB2 Spectra10-05: The 60 MHz 1H Spectrum of 2,6-Dichlorophenol10-06: Analysis of an ABX Spectrum10-07: The 60 MHz 1H Spectrum of Malic Acid & the CH2CH Proton of a Substituted Cycloproprane10-08: The Spectrum of Malic Acid at Different Field Strengths10-09: Strong Coupling in 2D INADEQUATE Spectra10-10: Strong Coupling Effects in 2D J,(delta) Spectra10-11: Example Problem12-01: Basic Relaxation Concepts12-02: Longeitudinal Relaxation Time, T112-03: Measurement of T112-04: T1 Spectra12-05: Relaxation Mechanisms12-06: Dipole-Dipole and Spin Rotation Contributions12-07: Contributions to Dipole-Dipole Relaxations: Number of Protons12-08: Assignment Answers12-09: Contributions to Dipole-Dipole Relaxations: Correlation Time12-10: Contributions to Dipole-Dipole Relaxations: Dipole-Dipole Relaxation Time vs Correlation Time12-11: Contributions to Dipole-Dipole Relaxations: Inversion Recovery 13C Spectrum of Cholestane12-12: Electric Quadrupole Relaxation12-13: Effect of Correlation Time on O-17 Spectra12-14: Effect of Anisotropic Overall Motion12-15: Some Characteristic 13C T1 Values12-16: T1 Data for Aniline in different Solvents12-17: Effect of Cr (III) and Cu (II)13-01: Effect of NOE on Integration13-02: Nuclear Overhauser Enhancement13-03: Measuring the NOE13-04: Coupled spectra With NOE13-05: Pulse Sequence in Gated Decoupling Experiments13-06: Incomplete NOEs13-07: Measuring T1DD13-08: Assignment of Quaternary Carbons in Benzonitrile13-09: Integration of Carbon SpectraProblem 1: SulcatolAnswer 1Problem 2: C8H9NO2Problem 3: Structure Elucidation of an Unknown HydrocarbonProblem 4: Pamoic Acid - Make all carbon line assignmentsProblem 5: Tripeptide - Make proton and carbon line assignmentsProblem 6: C18H20O6 - Make proton and carbon line assignments
Course Homework Answers
Interpretation of 1D & 2D NMR Spectra
Author
Daniel D Traficante
Emeritus Professor of NMR
Dr. Traficante obtained his Ph.D. in 1962 from MIT in the field of synthetic organic chemistry. For 10 years he was Director of the NMR Lab at MIT, and then held the same position at Yale University. Serving as the Director of Chemical Instrumentation at the National Science Foundation (NSF),he pioneered multi-nuclear instrumentation. He has built probes, reassembled spectrometers, and developed new software programs to enhance the signal-to-noise ratio and the resolution of NMR spectra. He received a Letter of Commendation from the Chemistry Division when he left the NSF to return to teaching.
At NMR Concepts, his current research in the areas of structure determination, instrumentation and data processing provide him with knowledge and expertise that are applicable to a broad audience. His organic chemistry background, plus his expertise in electronics, gives his lectures a special depth and appreciation for the field. Dr. Traficante is known throughout the world as an outstanding educator.
Dr. Traficante obtained his Ph.D. in 1962 from MIT in the field of synthetic organic chemistry. For 10 years he was Director of the NMR Lab at MIT, and then held the same position at Yale University. Serving as the Director of Chemical Instrumentation at the National Science Foundation (NSF),he pioneered multi-nuclear instrumentation. He has built probes, reassembled spectrometers, and developed new software programs to enhance the signal-to-noise ratio and the resolution of NMR spectra. He received a Letter of Commendation from the Chemistry Division when he left the NSF to return to teaching.
At NMR Concepts, his current research in the areas of structure determination, instrumentation and data processing provide him with knowledge and expertise that are applicable to a broad audience. His organic chemistry background, plus his expertise in electronics, gives his lectures a special depth and appreciation for the field. Dr. Traficante is known throughout the world as an outstanding educator.